酮与六氟磷酸Vinamidinium环化:三取代吡啶的高效制备

IF 5.4 3区材料科学 Q2 CHEMISTRY, PHYSICAL

ACS Applied Energy Materials Pub Date : 2000-06-30 DOI:10.1021/ol006097b

Jean-François Marcoux, Edward G. Corley, Kai Rossen, Phil Pye, Jimmy Wu, Michael A. Robbins, Ian W. Davies, Robert D. Larsen, Paul J. Reider

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引用次数: 35

摘要

α-芳基酮与六氟磷酸乙酰胺盐反应生成相应的3-芳基吡啶。在β-位(R2)含有吸电子基团的维酰胺盐中，环化反应的产率很高。该反应用于制备COX-2特异性抑制剂5-氯-3-(4-甲基磺酰基)苯基-2-(2-甲基-5-吡啶基)吡啶(1)及其一系列类似物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Annulation of Ketones with Vinamidinium Hexafluorophosphate Salts: An Efficient Preparation of Trisubstituted Pyridines

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Annulation of Ketones with Vinamidinium Hexafluorophosphate Salts: An Efficient Preparation of Trisubstituted Pyridines

α-Aryl ketones react with vinamidinium hexafluorophosphate salts to give access to the corresponding 3-arylpyridines. The annulation reactions proceed in good to excellent yields with vinamidinium salts containing electron-withdrawing groups at the β-position (R₂). The reaction was applied to the preparation of the COX-2 specific inhibitor 5-chloro-3-(4-methylsulfonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine (1), as well as a series of analogues.

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来源期刊

ACS Applied Energy Materials Materials Science-Materials Chemistry

CiteScore

10.30

自引率

6.20%

发文量

1368

期刊介绍： ACS Applied Energy Materials is an interdisciplinary journal publishing original research covering all aspects of materials, engineering, chemistry, physics and biology relevant to energy conversion and storage. The journal is devoted to reports of new and original experimental and theoretical research of an applied nature that integrate knowledge in the areas of materials, engineering, physics, bioscience, and chemistry into important energy applications.